The Ancient theatre of Taormina in Sicily, Italy

Ten Day Sicily Itineraries

Ratings of Zicasso's Service
<p>Find ancient surprises, mouthwatering food and wine shaped by tradition, and inspiring landscapes that sweep out to the sea with any 10-day Sicily itinerary. Our Zicasso travel specialists plan your trip with local expertise that can immerse you in hidden coastal towns or luxurious villas that overlook rolling vineyards. Our sample itineraries can inspire your next trip with ideas tailored to your preferences, whether you wish to travel to the top of Mt. Vesuvius or wander through the standing pillars of preserved Greek temples when visiting Sicily.</p>

Find ancient surprises, mouthwatering food and wine shaped by tradition, and inspiring...

Find ancient surprises, mouthwatering food and wine shaped by tradition, and inspiring landscapes that sweep out to the sea with any 10-day Sicily itinerary. Our Zicasso travel specialists plan your trip with local expertise that can immerse you in hidden coastal towns or luxurious villas that overlook rolling vineyards. Our sample itineraries can inspire your next trip with ideas tailored to your preferences, whether you wish to travel to the top of Mt. Vesuvius or wander through the standing pillars of preserved Greek temples when visiting Sicily.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Ratings of Zicasso's Service
The Cathedral of Monreale is a church in the Metropolitan City of Palermo, Sicily, southern Italy.

Splendor of Sicily Tour: Ten Days of Culture, Relaxation, and Discovery

Places Visited: Palermo, Trapani +3 more
Places Visited: Palermo, Trapani, Agrigento, Syracuse, Taormina 

10 Day Custom Tour

From $4,500

Palermo Botanic Gardens in the region of Sicily, Italy

Beautiful Landscapes and Gardens of Sicily Tour

Places Visited: Taormina, Catania +9 more
Places Visited: Taormina, Catania, Mount Etna, Barone di Villagrande, Casa Cuseni +6 more

10 Day Custom Tour

From $4,500

Piazza IX Aprile-Taormina's central square in Sicily, Italy

Jewish Cultural Tour of Sicily: History & Legacy

Places Visited: Palermo, Agrigento +7 more
Places Visited: Palermo, Agrigento, Noto, Syracuse, Taormina +4 more

10 Day Custom Tour

From $4,500

Azure waters of Goza Island in Malta

Highlights of Sicily and Malta Tour

Places Visited: Palermo, Agrigento +6 more
Places Visited: Palermo, Agrigento, Piazza Armerina, Syracuse, Valletta +3 more

10 Day Custom Tour

From $4,500

Taormina's Greek Theatre in Italy

Highlights of Sicily Itinerary: Palermo to Catania

Places Visited: Palermo, Cefalù +10 more
Places Visited: Palermo, Cefalù, Monreale, Syracuse, Taormina +7 more

10 Day Custom Tour

From $4,600

Piazza Armerina in Sicily, Itlay

5 Stars Sicily Tour Package

Places Visited: Palermo, Agrigento +11 more
Places Visited: Palermo, Agrigento, Piazza Armerina, Caltagirone, Sycracuser +8 more

10 Day Custom Tour

From $9,800

Why Travelers Choose Us

Benefits of Using Zicasso

Plan Your Trip with
Top Travel Specialists
We connect you with the best boutique tour companies to plan your dream trip.
Your Itinerary Tailor-Made
Just for You
Travel with a personalized itinerary and experiences designed for you.
Travel Worry-Free
Every Time
24/7 support and local assistance for every moment of your vacation.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Featured Articles

Best Time to Visit Italy
Summer Tuscany scenery with red poppy flowers and grain fields surrounding cute Vitaleta chapel and Pienza on the hill in Italy
Best Time to Visit Italy

Choosing the best time to visit Italy for a luxury vacation is less about finding the “best” time and more about deciding which of Italy’s many beautiful faces you wish to see. Each season reveals a different facet of its soul, offering a unique range of experiences, flavors, and moods. The essence of timing in Italy lies in understanding when morning mist lifts from Tuscan vineyards, when truffle season perfumes Umbrian forests, and when Venice's canals shimmer with golden light instead of tourist crowds.

True luxury travel transcends weather predictions, embracing instead the pace of Italian life, with its harvest festivals, Easter processions, carnival celebrations, and quiet moments when locals reclaim their beloved piazzas. Our experts understand these subtle seasonal nuances...

Read More    >
Top 15 Things to Do in Italy
The Roman Forum in Rome, Italy
Top 15 Things to Do in Italy

The allure of Italy lies in its iconic landmarks and the sensory experiences you can uncover when exploring the top things to do in Italy, all woven through sunlit piazzas, vineyard-clad hills, and whispered histories.

Italy reveals itself through curated moments, whether private viewings of Renaissance masterpieces, truffle hunts in misty forests, or gondola rides through Venice’s moonlit canals. We distill Italy’s essence into transformative experiences to immerse you in la dolce vita, while honoring the nation’s profound cultural legacy.

Extraordinary travel begins with a human touch, and our destination specialists design every journey with care, insight, and personal attention. As you consider a visit to Italy, use the following information to guide yo...

Read More    >
7 Best Places to Visit in Italy
A farmhouse sitting in sunny fields in Tuscany.
7 Best Places to Visit in Italy

The essence of the best places to visit in Italy lies not in crowded piazzas, but in secrets whispered by the marble of a Medici palace, the citrus-kissed breeze off Capri’s cliffs, the way golden hour gilds Venice’s canals.

From ruins in Rome to Venetian waterways, Tuscan wine estates to famous landmarks in Florence, the top places to go in Italy will give you a remarkable vision of the country.

Extraordinary travel begins with a human touch, and our destination specialists design every journey with care, insight, and personal attention. As you consider a visit to Italy, use the following information as a guide before connecting with our travel experts to help you plan your trip.

Read More    >

Reviews of Zicasso's Referral Service

4.9 stars based on 5790 reviews.

Italy Tour Review: Wine Tour, Cooking Classes, Local Cuisine,...

Zicasso’s travel company was wonderful in planning our trip on short notice and in line with our requests and preferences. Their suggestions of what to do and where to stay were perfect. And when we accidentally got off on the wrong island, the travel company quickly got us new ferry tickets to get to the right place. It was all seamless.

Reviewed By Sherry G.

Italy Honeymoon Review: Rome, Sorrento, Cooking Class, Private...

This trip was the greatest week of our lives! Everything planned was better than I could have imagined. The private drivers being coordinated behind the scenes made the trip so easy and removed all the stress of trying to navigate a new country. Every driver and our tour guide was so nice and I feel like we made friends with all of them.

My favorite part of the trip was definitely the cooking classes and that every tour was private and intimate for my wife and I. The connections Zicasso’s travel agent hooked us up with made the trip the most memorable experience. Our travel agent and the travel company took special care of all the tiny details of the trip; our hotel knew it was my birthday and had a special surprise for me! I’m beyond thankful for the perfect honeymoon they provided my wife and I.

Reviewed By Branson S.

Italy Trip Review: Sorrento, Cooking Class, Local Cuisine,...

The accommodations and private tours were worth the extra money. Our drivers were professional and helpful.

Reviewed By Claudia R.

Italy, Greece Travel Review: Como, Bellagio, Wine Tour,...

The overall trip was great. The weather was terrific and the countries we visited had so much to see. Zicasso's tour company did a good job of balancing relaxation with fun. Each of the guides we had was so pleasant and shared so much information with us. They were very attentive to our needs.

Reviewed By Nisha V.

Italy Vacation Review: Florence, Rome, Truffle Hunt, Cooking...

Wow, where to begin. This trip was an absolute dream.

When I first spoke to Zicasso’s travel consultant, I told her my main travel concern: traveling with nine- and 15-year-old boys as a single mom in Italy. I was excited to take the trip with them, but I really needed something that was meticulously planned to take away the nerves of having to navigate alone with two kids. She listened and executed the most beautiful trip.

She planned activities that captured the attention and imagination of a fourth grader and a teenager. And the experiences were unique. Probably the highlight of the trip was a truffle hunt with the hunter and his dog in the countryside outside of Florence. My oldest wants to move to Florence and start hunting! We had a personalized cooking class, a private Vespa tour of Rome, and a delicious and informative art and food tour, among other amazing experiences. As we were sending photos back home, I got so many requests for our itinerary because it was so special and unique. Both boys were hard-pressed to choose which part they liked best.

The hotels she selected were beautiful, comfortable, and right in the heart of the cities and attractions we wanted to see. When we encountered a small hiccup (by our hotel, not our travel agent), I contacted her and she responded right away, getting us a free room upgrade and free dinner! We felt very taken care of.

Aside from the amazing activities and locations we saw, the trip was fantastic because everything was so seamless. We always had a private driver arranged, pre-booked train tickets, and even someone to make sure we made it on time for our flight home. I never had to worry about a thing. It was also telling that every tour guide we interacted with had only glowing things to say about our travel agent and her keen attention to detail and organization.

If you're planning on visiting Italy, this travel company is the travel agency you need to select. It takes any of the stress and guesswork out of the travel process, and all you have to do is show up and enjoy.

Thank you so much! You helped us make some amazing memories!

Stephanie

Reviewed By Stephanie S.

Italy 25th Anniversary Travel Review: Positano, Sorrento,...

This was possibly the best vacation we have ever taken. A fitting trip to mark our 25th anniversary, we will remember our days in Positano and Sorrento forever. Everything was perfect and the service and support were extraordinary.

Zicasso's travel specialist and the other people were always super-helpful and friendly. The hotels they chose for us in particular were exactly what we wanted. I can’t think of a single issue. Transport, transfers, etc., were perfect. The only bad part was that we had to return to normal life afterwards! We highly recommend our travel company to anyone! Grazie mille!

Reviewed By Mauro A.